Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat

Base Information

• Chemical Name: Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat
• CAS No.: 126306-95-4
• Molecular Formula: C₂₈H₃₃N₂O₆P
• Molecular Weight: 524.554
• Mol file: 126306-95-4.mol

Synonyms:Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat

Chemical Property of Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat

There total 2 articles about Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

((S)-2-(benzyloxycarbonylamino)-4-methylpentanamido)propanoic acid (2817-13-2) → Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat (126306-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N / anodic oxidation; Pt electrodes, i = 200 mA*cm^-2, current equiv.: 2.3 F/mol

2: TiCl₄ / CH₂Cl₂ / 10 h / -78 deg C -> room temperature

With titanium tetrachloride; triethylamine; In dichloromethane;

DOI:10.1002/hlca.19890720302

Reference yield:

triphenyl phosphite (101-02-0) + N2-(Benzyloxycarbonyl)-N1-(1'-methoxyethyl)-L-leucinamid → Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat (126306-95-4) + Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-D-alanin-2-yl)phosphonat

Guidance literature:

With titanium tetrachloride; In dichloromethane; for 10h; Yield given. Yields of byproduct given; -78 deg C -> room temperature;

DOI:10.1002/hlca.19890720302

Reference yield: 88.0%

Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat (126306-95-4) → L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + (R)-(1-aminoethyl)phosphonic acid (60687-36-7)

Guidance literature:

With hydrogenchloride; for 24h; Heating;

DOI:10.1002/hlca.19890720302

upstream raw materials:

triphenyl phosphite

((S)-2-(benzyloxycarbonylamino)-4-methylpentanamido)propanoic acid

Downstream raw materials:

[1-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-ethyl]-phosphonic acid dimethyl ester

N-L-leucyl-1-aminoethanephosphonic acid

L-leucine

(R)-(1-aminoethyl)phosphonic acid